1588429-76-8Relevant articles and documents
Visible-Light-Induced 3-Component Synthesis of Sulfonylated Oxindoles by Fixation of Sulfur Dioxide
Liu, Nai-Wei,Chen, Zhengkai,Herbert, André,Ren, Hongjun,Manolikakes, Georg
supporting information, p. 5725 - 5734 (2018/10/05)
A novel, visible-light-induced 3-component synthesis of sulfonylated oxindoles from N-arylacrylamides, diaryliodonium salts and sulfur dioxide is described. The reaction provides simple access to a wide variety of 3-[(arylsulfonyl)methyl]indolin-2-ones in moderate to excellent yields under mild conditions at room temperature. The transformation proceeds in the absence of any external photosensitizer and enables an efficient, solely visible-light-driven fixation of sulfur dioxide.
Transition-Metal-Free TBAI-Facilitated Addition-Cyclization of N-Methyl-N-arylacrylamides with Arylaldehydes or Benzenesulfonohydrazides: Access to Carbonyl- and Sulfone-Containing N-Methyloxindoles
Ji, Peng-Yi,Zhang, Ming-Zhong,Xu, Jing-Wen,Liu, Yu-Feng,Guo, Can-Cheng
, p. 5181 - 5189 (2016/07/06)
A highly efficient addition-cyclization of N-methyl-N-arylacrylamides with arylaldehydes or benzenesulfonohydrazides was developed using a catalytic amount of the quaternary ammonium salt (TBAI) under metal-free conditions, leading to the carbonyl- and sulfone-containing oxindoles. Compared to previous methods, which require excessive amounts of explosive organic peroxides and precious or toxic metal reagents, the present protocol, which gave access to 3,3-disubstituted oxindoles, is a safe and green approach, resulting in the formation of various useful carbonyl- and sulfone-containing oxindoles in yields of 40-94%.
Catalyst-free direct arylsulfonylation of N-arylacrylamides with sulfinic acids: A convenient and efficient route to sulfonated oxindoles
Wei, Wei,Wen, Jiangwei,Yang, Daoshan,Du, Juan,You, Jinmao,Wang, Hua
, p. 2988 - 2991 (2014/06/10)
A simple, efficient and catalyst-free procedure has been developed for the construction of sulfonated oxindoles via the direct arylsulfonylation of N-arylacrylamides with sulfinic acids. The present protocol, which simply utilizes cheap oxidants, readily-available starting materials, and catalyst-free conditions, provides an alternative and highly attractive approach to a series of sulfonated oxindoles with high atom efficiency and excellent functional group tolerance. This journal is the Partner Organisations 2014.